US6924406B2 - Process for separating mixtures of hydrocarbon isomers in gas phase on molecular sieves - Google Patents

Process for separating mixtures of hydrocarbon isomers in gas phase on molecular sieves Download PDF

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Publication number
US6924406B2
US6924406B2 US09/886,994 US88699401A US6924406B2 US 6924406 B2 US6924406 B2 US 6924406B2 US 88699401 A US88699401 A US 88699401A US 6924406 B2 US6924406 B2 US 6924406B2
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isomers
columns
functioning
molecular sieves
desorbing agent
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US09/886,994
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US20020062056A1 (en
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Gianluca Girardi
Gianni Pandolfi
Renzo Bignazzi
Renato Paludetto
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Enichem SpA
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Enichem SpA
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Assigned to ENICHEM S.P.A. reassignment ENICHEM S.P.A. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: BIGNAZZI, RENZO, GIRARDI, GIANLUCA, PALUDETTO, RENATO, PANDOLFI, GIANNI
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C7/00—Purification; Separation; Use of additives
    • C07C7/12—Purification; Separation; Use of additives by adsorption, i.e. purification or separation of hydrocarbons with the aid of solids, e.g. with ion-exchangers
    • C07C7/13—Purification; Separation; Use of additives by adsorption, i.e. purification or separation of hydrocarbons with the aid of solids, e.g. with ion-exchangers by molecular-sieve technique

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  • the present invention relates to a process for separating mixtures of hydrocarbon isomers in gas phase on molecular sieves.
  • the process, object of the present invention, for separating mixtures of hydrocarbon isomers in gas phase on molecular sieves is characterized in that it comprises the following steps:
  • the adsorptions are preferably carried out at a temperature ranging from 20 to 180° C. and at a pressure ranging from 1 to 10 bars.
  • the desorbing agent used can be an aliphatic hydrocarbon (pentane, hexane, heptane, octane, etc.) in vapor phase or an aromatic hydrocarbon (benzene, toluene, metaxylene, etc.) again in vapor phase.
  • molecular sieves capable of having greater selectivity with respect to certain hydrocarbon isomers may be used in the process object of the present invention.
  • molecular sieves of the zeolitic type for example X and Y zeolites
  • zeolitic type for example X and Y zeolites
  • the process object of the invention is mainly recommended when there are mixtures of hydrocarbon isomers having a number of carbon atoms less than or equal to 10.
  • FIG. 1 is a schematic diagram of Phase 1 of an embodiment according to the present invention.
  • FIG. 2 is a schematic diagram of Phase 2 of the embodiment shown in FIG. 1 ;
  • FIG. 3 is a schematic diagram of Phase 3 of the embodiment shown in FIGS. 1 and 2 ;
  • FIG. 4 is a schematic block diagram showing another embodiment according to the present invention.
  • FIGS. 1 , 2 and 3 represent an embodiment of the separation cycles consisting of three phases using three columns.
  • phase 1 the hydrocarbon mixture of isomers (M) is fed to the primary column (A), the effluent of which is in turn sent to the secondary column (B), from which a “Refined” stream (R) is obtained, consisting of components with a lesser affinity (selectivity) towards the molecular sieves, and the desorbing agent (Adsorption).
  • a third column (C) is fed with the desorbing agent (D); the outgoing “Extract” stream (E) consists of components present in the feeding mixture having a greater affinity with the bed (adsorbed products), and the desorbing agent (Desorption).
  • phase 2 the hydrocarbon mixture is sent to the secondary column of the previous phase (B, now primary), whose effluent is fed to column C (which passes from desorption to secondary column); the primary column of the previous phase passes to desorption (A).
  • phase 3 FIG. 3 , the previous phase scheme is repeated so as to complete the cycle; the mixture is therefore fed to column C (primary), the refined product is collected by column A (secondary) and column B is in desorption.
  • the purpose of the separation tests is to establish the separation performances of a molecular sieve unit with respect to a mixture having a well defined composition; the laboratory unit used consists of 2 columns having the zeolite dimensions and charge described above, situated inside an oven to maintain the 160° C. required by the test.
  • the separation tests with 2 columns were carried out in continuous, i.e. always with an adsorption column and a desorption column, with recovery of both the refined and extracted product.
  • the separation tests with 3 columns were effected, on the contrary, batchwise, i.e. alternating each adsorption phase, with both columns operating, and recovering the refined product, with a phase during which the extract is recovered and the column, which in the previous phase had the function of primary column, is desorbed. There is therefore a total of six phases per cycle, with respect to the 3 necessary when there are three columns available.
  • Table 2 indicates the separation performances for the two processes under examination, obtained with columns having the same dimensions and characteristics, feeding rev the same mixture (93% Etb, 7% Px) and with the same degree of purity as the refined product (Etb at 99.9%).
  • the recovery of Etb, or in general of the desired product in the refined product increases significantly; in the specific case it passes from 48% to 56%, with an increase of 16.7%.
  • This variation especially in cases in which the extract can be recycled to plant sections upstream of the molecular sieve unit, as illustrated in the block scheme of FIG. 4 , allows a considerable reduction in the energy specification (energy necessary for producing a kg of refined product).
  • the energy specification of Ethylbenzene at 99.9% passes from 7020 kcal/kg to 6750 kcal/kg.
  • the scheme of FIG. 4 illustrates:

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Analytical Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Water Supply & Treatment (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Solid-Sorbent Or Filter-Aiding Compositions (AREA)
  • Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
US09/886,994 2000-06-29 2001-06-25 Process for separating mixtures of hydrocarbon isomers in gas phase on molecular sieves Expired - Lifetime US6924406B2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IT2000MI001458A IT1318603B1 (it) 2000-06-29 2000-06-29 Procedimento per separare miscele di isomeri idrocarburici in fase gassu setacci molecolari.
ITMI2000A001458 2000-06-29

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US20020062056A1 US20020062056A1 (en) 2002-05-23
US6924406B2 true US6924406B2 (en) 2005-08-02

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US09/886,994 Expired - Lifetime US6924406B2 (en) 2000-06-29 2001-06-25 Process for separating mixtures of hydrocarbon isomers in gas phase on molecular sieves

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US (1) US6924406B2 (de)
EP (1) EP1167328B1 (de)
JP (1) JP2002097163A (de)
AT (1) ATE241579T1 (de)
DE (1) DE60100306T2 (de)
ES (1) ES2198384T3 (de)
IT (1) IT1318603B1 (de)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5807945B2 (ja) * 2010-06-21 2015-11-10 住友精化株式会社 プロパンの精製方法および精製装置

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0820972A1 (de) 1996-07-26 1998-01-28 Institut Francais Du Petrole Verfahren zur Isoalkan/n-Alkan-Trennung durch Adsorption in der Gasphase in dem Druckmodulierung und vier Adsorber verwendet werden
FR2773149A1 (fr) 1997-12-26 1999-07-02 Inst Francais Du Petrole Procede de coproduction et de separation d'ethylbenzene et de paraxylene

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0820972A1 (de) 1996-07-26 1998-01-28 Institut Francais Du Petrole Verfahren zur Isoalkan/n-Alkan-Trennung durch Adsorption in der Gasphase in dem Druckmodulierung und vier Adsorber verwendet werden
US5863315A (en) * 1996-07-26 1999-01-26 Institut Francais Du Petrole Process for the separation of isoalkanes/n-alkanes by gas phase adsorption using a pressure swing and four adsorbers
FR2773149A1 (fr) 1997-12-26 1999-07-02 Inst Francais Du Petrole Procede de coproduction et de separation d'ethylbenzene et de paraxylene

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Publication number Publication date
ATE241579T1 (de) 2003-06-15
DE60100306T2 (de) 2004-04-08
ITMI20001458A0 (it) 2000-06-29
JP2002097163A (ja) 2002-04-02
IT1318603B1 (it) 2003-08-27
DE60100306D1 (de) 2003-07-03
ITMI20001458A1 (it) 2001-12-29
ES2198384T3 (es) 2004-02-01
EP1167328A1 (de) 2002-01-02
US20020062056A1 (en) 2002-05-23
EP1167328B1 (de) 2003-05-28

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